HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-[4-(2,4-Dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 66741900 | HCID 66741900 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-[4-(2,4-Dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acid | HCID 66742060 | 77.6% |
Reaction Steps
To a solution of 4-[4-(2,4-dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acid methyl ester (60 mg, 0.16 mmol) in methanol (2 ml) is added 1N aqueous lithium hydroxide solution (2 ml) and the reaction stirred at room temperature for 72 hours. The reaction is acidified with 2N aqueous hydrochloric acid (25 ml) and extracted with dichloromethane (25 ml). The organic layer is washed with brine, dried over magnesium sulphate, filtered and the filtrate is concentrated in vacuo to give 4-[4-(2,4-dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acid (44 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541594B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-10657fb6d38f472da1fe1b05d6729656 |
| Source note | uspto-grants-2013_09 |